Lexington to Chicago (LEX–MDW) — Airlines, Schedules & Connections

LEX Airport Page →
308 mi airlines charter/private ~1/wk
On-time Some delays Frequent delays
Connecting Flight Schedule 16 1-stop flights Verified 3w ago
Charter / private route. No scheduled airline service — operated by NetJets Aviation, Executive Jet Management.
Nonstop Charter / private 1-Stop 2-Stop Hide separate tickets Hide overnight Hide codeshares
  Flight Airline AC Dep Arr Dur OTP Sched  
✈ Nonstop

No flights match your filters.

No scheduled airline flights on this route — it's flown by charter / private operators (). No nonstop flights on this route. connecting options below.

✦ 1-Stop connections via 10 hubs
DTW Detroit 3h 27m DLKEVS → AFDLKE Detroit (DTW) to Chicago flights
ATL Atlanta 4h 20m AFAMDL → AFAMDL Atlanta (ATL) to Chicago flights
CLT Charlotte 4h 42m AA → EJAWN Charlotte (CLT) to Chicago flights
ORD Chicago 4h 53m AAASAV → UA Chicago (ORD) to Chicago flights
DCA Washington 5h 8m DL → WN Washington (DCA) to Chicago flights
MSP Minneapolis 5h 18m DL → AFDLWN Minneapolis (MSP) to Chicago flights
LGA New York 6h 6m DL → WN New York (LGA) to Chicago flights
PHL Philadelphia 6h 8m AAQR → WN Philadelphia (PHL) to Chicago flights
DEN Denver 6h 24m UA → WN Denver (DEN) to Chicago flights
FLL Fort Lauderdale 6h 39m G4 → WN Fort Lauderdale (FLL) to Chicago flights
✦ 1-STOP More options, longer trips
✧ 2-STOP Loading... Reach the hardest destinations
Lexington to Chicago
Flown by charter / private operators — no scheduled airline service.
308 mi 0h 50m nonstop -1h behind

LEX–MDW has no scheduled airline service; it is flown by charter / private operators. 1-stop connecting options are also available.

Also explore LEX Routes MDW Routes LEX Live Flights MDW Live Flights LEX Delays MDW Delays
All flights from Chicago (MDW) Chicago to Lexington flights
Connections

Connection Landscape

1-stop and 2-stop options for LEX to MDW.
1-STOP
One-Stop Connections
16
Hubs
~3h
Fastest
~11h
Longest
DTW ~3h 27m ATL ~4h 20m CLT ~4h 42m ORD ~4h 53m DCA ~5h 8m
Verified with published schedule alignment and minimum connection time.
2-STOP
Two-Stop Connections
909
Candidates
Two-stop connections loaded in the connections tab above.
Connections computed from published schedules with minimum connection time verification. Use the interactive explorer above the fold to filter by airline, tier, and layover time.
Reliability

On-Time Performance

What to expect at each end of your journey.
Outbound
LEX → MDW
75%
Generally reliable. Most flights run on time.
Departing
75%
Arriving
81%
Return
MDW → LEX
53%
Frequent delays expected. Consider flexible booking.
Departing
53%
Arriving
70%
OTP = percentage of flights arriving within 15 min of schedule. Based on airport-level delay snapshots. LEX delays → MDW delays →
Alternatives

Other ways to reach Chicago from Lexington

Nearby airports with service to Chicago Midway International Airport.
Metric LEX→MDW SDF→MDW CVG→MDW
Distance from LEX – 62 mi 70 mi
Nonstop airlines – 7 4
Weekly flights ~1 42 29
Flight time 0h 50m 1h 10m 1h 1m
Departure OTP 75% – –
Louisville (SDF) to Chicago flights · Cincinnati / Covington (CVG) to Chicago flights · Cincinnati (LUK) to Chicago flights
Airports within 200 miles of LEX with service to Chicago Midway International Airport.
Know before you go

Travel Essentials

Practical planning for this route.
Time Difference
-1h
Chicago is 1 hour behind Lexington.
LEX: EDT · MDW: CDT

When it's 6:00 PM in Lexington, it's 5:00 PM in Chicago.
Distance & Flight Time
308 mi / 496 km
Nonstop flight time is approximately 0h 50m gate to gate.
Facts

LEX–MDW Quick Facts

Key statistics for the Lexington to Chicago route.
Route details
Distance308 mi / 496 km
Flight time0h 50m
Time difference-1 hour
Airlines (nonstop)Charter / private
Weekly flights~1 out / ~1 return
1-stop connectionsAvailable
Origin: LEX
Full nameBlue Grass Airport
IATA / ICAOLEX / KLEX
TimezoneAmerica/New_York
Passengers/yr1.6M
Elevation979 ft / 298 m
Destination: MDW
Full nameChicago Midway International Airport
IATA / ICAOMDW / KMDW
TimezoneAmerica/Chicago
Passengers/yr20.7M
Elevation620 ft / 189 m
FAQ

Frequently Asked Questions

Common questions about LEX to MDW flights.
Nonstop flights from Blue Grass Airport to Chicago Midway International Airport take about 0h 50m gate to gate. The route covers 308 miles.
Yes, 1-stop connections are available, ranked by layover time. Common connecting points include Detroit Metropolitan Wayne County, Hartsfield Jackson Atlanta and Charlotte Douglas.
Chicago is 1 hour behind Lexington.
Yes, return flights from MDW to LEX are available. Use the direction toggle at the top to view the return schedule.
Nearby alternatives include SDF, CVG and LUK. See the Alternatives section for a full comparison.
Click the 'Search Flights' button to check availability and prices on Google Flights. You can also compare airlines and schedules on this page to find the best option.
See the On-Time Performance section for the latest delay data at both airports. This shows departure and arrival reliability to help you plan.
Route data is updated regularly from official airline schedules. On-time performance data comes from recent airport delay snapshots.

Flights from LEX to MDW

Blue Grass Airport (LEX) and Chicago Midway International Airport (MDW) are connected through multiple connecting hub airports.

LEX to MDW Flight Duration and Schedule

Nonstop flight time from LEX to MDW is about 0 hours 50 minutes gate to gate. The route covers a distance of 308 miles (496 km).

Connecting Options and Alternatives

1-stop connecting options are also available, commonly via Detroit Metropolitan Wayne County, Hartsfield Jackson Atlanta and Charlotte Douglas. Two-stop connections are also available via intermediate hubs. Nearby alternative airports include Louisville (SDF), Cincinnati / Covington (CVG) and Cincinnati (LUK).